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Felypressin

CAS No.
56-59-7
Chemical Name:
Felypressin
Synonyms
PLV-2;FELYPRESSIN;Octapressin;Felipresina;Phelypressin;Felypressin CRS;Felypressin Acetate;[PHE2,LYS8]-VASOPRESSIN;Pharmaceuticals Felypressin;M.W. 1040.22 C46H65N13O11S2
CBNumber:
CB7729324
Molecular Formula:
C46H65N13O11S2
Molecular Weight:
1040.22
MDL Number:
MFCD30489730
MOL File:
56-59-7.mol
Last updated:2024-07-02 08:55:17

Felypressin Properties

Melting point >197oC (dec.)
Boiling point 1571.3±65.0 °C(Predicted)
Density 1.288±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility Freely soluble in water, practically insoluble in acetone and ethanol (96 per cent). It dissolves in dilute solutions of alkali hydroxides.
pka 12.82±0.70(Predicted)
form Solid
color White
Sequence H-[Cys-Phe-Phe-Gln-Asn-Cys]-Pro-Lys-Gly-NH2,(Disulfide bridge: Cys-Cys)
CAS DataBase Reference 56-59-7(CAS DataBase Reference)
FDA UNII 17N2918V6G

SAFETY

Risk and Safety Statements

WGK Germany  3

Felypressin price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000415 Felypressin European Pharmacopoeia (EP) Reference Standard 56-59-7 y0000415 $153 2024-03-01 Buy
ChemScene CS-5837 Felypressin 99.68% 56-59-7 50mg $216 2021-12-16 Buy
ChemScene CS-5837 Felypressin 99.68% 56-59-7 100mg $264 2021-12-16 Buy
ChemScene CS-5837 Felypressin 99.68% 56-59-7 2mg $60 2021-12-16 Buy
ChemScene CS-5837 Felypressin 99.68% 56-59-7 5mg $84 2021-12-16 Buy
Product number Packaging Price Buy
Y0000415 y0000415 $153 Buy
CS-5837 50mg $216 Buy
CS-5837 100mg $264 Buy
CS-5837 2mg $60 Buy
CS-5837 5mg $84 Buy

Felypressin Chemical Properties,Uses,Production

Chemical Properties

White or almost white, powder or flakes

Originator

Octapressin,Sandoz,W. Germany,1967

Uses

Felypressin(Octapressin) is a vasopressin 1 agonist and a peptide containing eight amino acids including cystine. Felypressin is used as a vasoconstrictor.

Definition

ChEBI: A synthetic nonapeptide comprising cysteinyl, phenylalanyl, phenylalanyl, glutaminyl, asparaginyl, cysteinyl, prolyl, lysyl, and glycinamide residues in sequence, with a disulfide bridge joining the two cysteine residues. Its antidiuretic effects are less han those of vasopressin. It is used as a vasoconstrictor in local anaesthetic injections for dental use, and is an ingredient of preparations that have been used for treatment of pain and inflammation of the mouth.

Manufacturing Process

Preparation of N-Carbobenzoxy-L-Glutaminyl-L.Asparaginyl-S-Benzyl-LCysteinyl-L-Prolyl-ε-N-p-Toluenesulfonyl-L-Lysylglycinamide: 200 parts by weight of N-carbobenzoxy-L-prolyl-ε-N-p-toluenesulfonyl-L-lysyl-glycinamide are dissolved in 1,000 parts by volume of anhydrous acetic acid which has been saturated with HBr, the mixture allowed to stand for 1 hour at 20°C and then evaporated under reduced pressure at below 40°C. The residue from this evaporation is carefully washed with diethyl ether and then added to a solution of 185 parts by weight of N-carbobenzoxy-L-glutaminyl-L-asparaginyl- S-benzyl-L-cysteinyl-azide and 48 parts by volume of triethylamine in 1,500 parts by volume of dimethylformamide. The mixture is allowed to stand overnight at 20°C and the mixture is then poured into twice its volume of acetone. The precipitate which settles out is filtered off, washed with water, and recrystallized from dimethylformamide-acetone. There are thus obtained 190 parts by weight of N-carbobenzoxy-L-glutaminyl-L-asparaginyl-S-benzyl-Lcysteinyl- L-prolyl-ε-N-p-toluenesulfonyl-L-lysyl-glycinamide; MP 165°C (decomposition).
Preparation of N-Carbobenzoxy-S-Benzyl-L-Cysteinyl-L-Phenylalanyl-LPhenylalanyl- L-Glutaminyl-L-Asparaginyl-S-Benzyl-L-Cysteinyl-L-Prolyl-ε-N-p- Toluenesulfonyl-L-Lysyl-Glycinamide: 50 parts by weight of N-carbobenzoxy-Lglutaminyl- L-asparaginyl-S-benzyl-L-cysteinyl-L-prolyl-ε-N-p-toluenesulfonyl-Llysyl- glycinamide are dissolved in 400 parts by volume of anhydrous acetic acid which is saturated with HBr, and the mixture allowed to stand for 1 hour at 20°C. After evaporating off the solvent under reduced pressure at a temperature of 35°C (or another temperature below 40°C), the residue is carefully washed with diethyl ester, whereupon a solution of 32 parts by weight of N-carbobenzoxy-S-benzyl-L-cysteinyl-L-phenylalanyl-L-phenylalanylazide and 70 parts by volume of triethylamine in 500 parts by volume of dimethylformamide is added.
The mixture is allowed to stand for 2 days at 20°C, after which twice its volume of ethylacetate is added and the resultant precipitate then washed with warm methanol. There are obtained 45 parts by weight of Ncarbobenzoxy- S-benzyl-L-cysteinyl-L-phenylalanyl-L-phenylalanyl-L-glutaminyl- L-asparaginyl-S-benzyl-L-cysteinyl-L-prolyl-ε-N-p-toluenesulfonyl-L-lysylglycinamide; MP 222°C.
Preparation of L-Cysteinyl-L-Phenylalanyl-L-Phenylalanyl-L-Glutaminyl-LAsparaginyl- L-Cysteinyl-L-Prolyl-L-Lysyl-Glycinamide: Metallic potassium is stirred into a solution of 10 parts by weight of N-carbobenzoxy-S-benzyl-Lcysteinyl- L-phenylalanyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-S-benzyl-Lcysteinyl- L-prolyl-ε-N-p-toluenesulfonyl-L-lysyl-glycinamide in 2,500 parts of dry liquid ammonia at boiling temperature of the solution, until a stable blue coloration appears. After the addition of 1.8 parts by weight of ammonium chloride, the solution is evaporated to dryness. The residue of this evaporation contains the desired L-cysteinyl-L-phenylalanyl-L-phenylalanyl-L-glutaminyl-Lasparaginyl- L-cysteinyl-L-prolyl-L-lysyl-glycinamide
Preparation of Felypressin: The aforesaid residue, containing the L-cysteinyl-Lphenylalanyl- L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-Llysyl- glycinamide, is dissolved in 20,000parts by volume of 0.01 normal acetic acid and is then oxidized by passing air into the solution at a pH of 6.5 to 8.0 for 1 hour. The solution, which contains Felypressin, is adjusted to a pH of 4.0 to 5.0, whereupon 100 parts by weight of sodium chloride are added and the mixture evaporated to dryness, yielding a dry powder of good stability. It can be stored, and yields a clear solution, e.g., in water or other appropriate solvent. The solution may be used directly or, if desired, after dilution with water or a sodium chloride solution

brand name

PLV-2 (Novartis).

Therapeutic Function

Vasoconstrictor

General Description

Felypressin, 2-L-phenylalanine-8-L-lysinevasopressin, has relatively low antidiuretic activity and littleoxytocic activity. It has considerable pressor (i.e., vasoconstrictor)activity, which differs from that of epinephrine (i.e.,following capillary constriction in the intestine it lowers thepressure in the vena portae, whereas epinephrine raises theportal pressure). Felypressin also causes increased renalblood flow in the cat, whereas epinephrine brings about afall in renal blood flow. Felypressin is five times more effectiveas a vasopressor than is lysine vasopressin and is recommendedin surgery to minimize blood flow, especially inobstetrics and gynecology.

Felypressin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 158)Suppliers
Supplier Tel Email Country ProdList Advantage
Zibo Hangyu Biotechnology Development Co., Ltd
+86-0533-2185556 +8617865335152 Mandy@hangyubiotech.com China 10986 58
Nantong Guangyuan Chemicl Co,Ltd
+undefined17712220823 admin@guyunchem.com China 615 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
Hangzhou FandaChem Co.,Ltd.
+8615858145714 FandaChem@Gmail.com China 9083 55
Rixing Chemical CO.,LTD
+86-13237129059 -13237129059 sales@rixingchemi.com CHINA 229 55
Shenzhen Nexconn Pharmatechs Ltd
+86-755-89396905 +86-15013857715 admin@nexconn.com China 10311 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58
Cellmano Biotech Limited
0551-65326643 18156095617 info@cellmano.com China 999 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29810 58

View Lastest Price from Felypressin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Felypressin pictures 2024-08-27 Felypressin
56-59-7
US $60.00-600.00 / kg 10kg 0.99 20tons Zibo Hangyu Biotechnology Development Co., Ltd
Felypressin pictures 2024-03-08 Felypressin
56-59-7
US $10.00 / kg 1kg 99% 1000kg Nantong Guangyuan Chemicl Co,Ltd
Felypressin pictures 2022-10-12 Felypressin
56-59-7
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
  • Felypressin pictures
  • Felypressin
    56-59-7
  • US $60.00-600.00 / kg
  • 0.99
  • Zibo Hangyu Biotechnology Development Co., Ltd
  • Felypressin pictures
  • Felypressin
    56-59-7
  • US $10.00 / kg
  • 99%
  • Nantong Guangyuan Chemicl Co,Ltd
  • Felypressin pictures
  • Felypressin
    56-59-7
  • US $0.00-0.00 / kg
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
FELYPRESSIN H-CYS-PHE-PHE-GLN-ASN-CYS-PRO-LYS-GLY-NH2, CYS1,6, CYCLIC [PHE2,LYS8]-VASOPRESSIN 2-L-Phenylalanine-8-L-lysine-vasopressin N-[5-Amino-1-(carbamoylmethylcarbamoyl)pentyl]-1-[19-amino-13,16-dibenzyl-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide Octapressin Phelypressin PLV-2 2-(phenylalanine)-8-lyine vasopression M.W. 1040.22 C46H65N13O11S2 (2-L-Phenylalanine)-8-lysinevasopressin 2-(Phenylalanine)-8-lysine vasopressin L-Cys(1)-L-Phe-L-Phe-L-Gln-L-Asn-L-Cys(1)-L-Pro-L-Lys-Gly-NH2 Felypressin Acetate 1-[16-amino-4-(2-amino-2-keto-ethyl)-7-(3-amino-3-keto-propyl)-10,13-bis(benzyl)-3,6,9,12,15-pentaketo-18,19-dithia-2,5,8,11,14-pentazacycloicosane-1-carbonyl]-N-[5-amino-1-[(2-amino-2-keto-ethyl)carbamoyl]pentyl]pyrrolidine-2-carboxamide N-[6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[16-amino-4-(2-amino-2-oxoethyl)-7-(3-amino-3-oxopropyl)-3,6,9,12,15-pentaoxo-10,13-bis(phenylmethyl)-18,19-dithia-2,5,8,11,14-pentazacycloicosane-1-carbonyl]pyrrolidine-2-carboxamide N-[6-azanyl-1-[(2-azanyl-2-oxo-ethyl)amino]-1-oxo-hexan-2-yl]-1-[[16-azanyl-4-(2-azanyl-2-oxo-ethyl)-7-(3-azanyl-3-oxo-propyl)-3,6,9,12,15-pentaoxo-10,13-bis(phenylmethyl)-18,19-dithia-2,5,8,11,14-pentazacycloicos-1-yl]carbonyl]pyrrolidine-2-carboxamide 2,3-Bis(phenylalanine)-8-lysineoxytocin H-Cys-Phe-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2 acetate salt (Disulfide bond) Felypressin,Felipresina, Octapressin Felypressin CRS H-[Cys-Phe-Phe-Gln-Asn-Cys]-Pro-Lys-Gly-NH2 Vasopressin, 2-L-phenylalanine-8-L-lysine- Pharmaceuticals Felypressin Felipresina Felypressin Acetate/Felypressin 56-59-7 C46H64O9N12S2 C46H65N13O11S2 Inhibitors Amino Acids & Derivatives Intermediates & Fine Chemicals Pharmaceuticals Vasopressin and Oxytocin receptor